voriconazole indications/contra

Stem definitionDrug idCAS RN
systemic antifungal agents, miconazole derivatives 2846 137234-62-9

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • voriconazole
  • voriconazol
  • vfend
  • UK109496
  • UK-109496
  • UK 109496
A triazole antifungal agent that specifically inhibits STEROL 14-ALPHA-DEMETHYLASE and CYTOCHROME P-450 CYP3A.
  • Molecular weight: 349.32
  • Formula: C16H14F3N5O
  • CLOGP: 0.52
  • LIPINSKI: 0
  • HAC: 6
  • HDO: 1
  • TPSA: 76.72
  • ALOGS: -3.55
  • ROTB: 5

Drug dosage:

DoseUnitRoute
0.40 g O
0.40 g P

Approvals:

DateAgencyCompanyOrphan
May 24, 2002 FDA PF PRISM CV

FDA Adverse Event Reporting System

scroll-->
MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Drug interaction 1095.84 36.62 406 4796 46406 3334251
Photosensitivity reaction 866.79 36.62 191 5011 3166 3377491
Bronchopulmonary aspergillosis 733.15 36.62 152 5050 1847 3378810
Hallucination 720.02 36.62 218 4984 13122 3367535
Aspergillus infection 644.23 36.62 134 5068 1653 3379004
Drug ineffective 560.32 36.62 339 4863 115751 3264906
Hallucination, visual 458.77 36.62 121 5081 4355 3376302
Drug level increased 456.94 36.62 121 5081 4424 3376233
Squamous cell carcinoma 454.85 36.62 108 5094 2506 3378151
Periostitis 451.18 36.62 67 5135 62 3380595
Death 436.80 36.62 322 4880 152002 3228655
Visual impairment 419.12 36.62 147 5055 13999 3366658
Mucormycosis 412.85 36.62 80 5122 665 3379992
Condition aggravated 374.48 36.62 181 5021 39052 3341605
Drug resistance 356.01 36.62 100 5102 4563 3376094
Cholestasis 320.67 36.62 95 5107 5242 3375415
Acute kidney injury 320.12 36.62 176 5026 49507 3331150
Hepatic function abnormal 314.49 36.62 112 5090 11115 3369542
Hepatotoxicity 312.99 36.62 94 5108 5437 3375220
Respiratory failure 283.22 36.62 127 5075 23014 3357643
Liver function test abnormal 281.13 36.62 107 5095 12794 3367863
Multiple organ dysfunction syndrome 280.17 36.62 110 5092 14300 3366357
Fungal infection 278.19 36.62 87 5115 5762 3374895
Actinic keratosis 277.86 36.62 58 5144 723 3379934
Confusional state 259.37 36.62 140 5062 37858 3342799
Septic shock 247.34 36.62 96 5106 12088 3368569
Dilatation intrahepatic duct acquired 231.02 36.62 37 5165 79 3380578
Pneumonia 214.37 36.62 155 5047 69988 3310669
Pyrexia 211.69 36.62 163 5039 80952 3299705
Drug level decreased 193.82 36.62 49 5153 1477 3379180

Pharmacologic Action:

scroll-->
SourceCodeDescription
ATC J02AC03 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIMYCOTICS FOR SYSTEMIC USE
ANTIMYCOTICS FOR SYSTEMIC USE
Triazole derivatives
FDA EPC N0000175487 Azole Antifungal
FDA Chemical/Ingredient N0000008217 Azoles
FDA MoA N0000182141 Cytochrome P450 3A4 Inhibitors
FDA MoA N0000182140 Cytochrome P450 2C19 Inhibitors
FDA MoA N0000185504 Cytochrome P450 2C9 Inhibitors
MeSH PA D058888 14-alpha Demethylase Inhibitors
MeSH PA D000890 Anti-Infective Agents
MeSH PA D000935 Antifungal Agents
MeSH PA D065692 Cytochrome P-450 CYP3A Inhibitors
MeSH PA D065607 Cytochrome P-450 Enzyme Inhibitors
MeSH PA D004791 Enzyme Inhibitors
MeSH PA D006727 Hormone Antagonists
MeSH PA D006730 Hormones, Hormone Substitutes, and Hormone Antagonists
MeSH PA D065606 Metabolic Side Effects of Drugs and Substances
MeSH PA D065088 Steroid Synthesis Inhibitors

Drug Use (View source of the data)

scroll-->
DiseaseRelationSNOMED_IDDOID
Invasive pulmonary aspergillosis indication 3214003
Candidiasis of the esophagus indication 20639004 DOID:13146
Fusarium infection indication 64250002
Disseminated candidiasis indication 70572005
Candidemia indication 432261003
Fungal Infection due to Fusarium Solani indication
Fungal Infection due to Scedosporium Apiospermum indication
Hypocalcemia contraindication 5291005
Torsades de pointes contraindication 31722008
Hypokalemia contraindication 43339004
Cardiomyopathy contraindication 85898001 DOID:0050700
Prolonged QT interval contraindication 111975006
Hypomagnesemia contraindication 190855004
Impaired renal function disorder contraindication 197663003
Disease of liver contraindication 235856003 DOID:409
Pregnancy, function contraindication 289908002
Visual impairment contraindication 397540003
Breastfeeding (mother) contraindication 413712001
Poor metabolizer due to cytochrome p450 CYP2C19 variant contraindication 424500005
Congenital long QT syndrome contraindication 442917000
Oropharyngeal Candidiasis off-label use

Acid dissociation constants calculated using MoKa v3.0.0

scroll-->
Dissociation levelDissociation constantType (acidic/basic)
pKa1 13.93 acidic
pKa2 2.85 Basic
pKa3 1.42 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

scroll-->
TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Cytochrome P450 3A4 Enzyme IC50 4.89 CHEMBL
Cytochrome P450 2C9 Enzyme IC50 4.85 CHEMBL
Cytochrome P450 2C19 Enzyme IC50 4.82 CHEMBL
Lanosterol 14-alpha demethylase Enzyme INHIBITOR MIC 8.73 WOMBAT-PK CHEMBL
Lanosterol 14-alpha demethylase Enzyme MIC 5.84 WOMBAT-PK
14-alpha sterol demethylase Enzyme Kd 6.37 CHEMBL
14-alpha sterol demethylase Cyp51A Enzyme Kd 5.44 CHEMBL

External reference:

scroll-->
IDSource
4021347 VUID
N0000148767 NUI
C0393080 UMLSCUI
D00578 KEGG_DRUG
CHEMBL638 ChEMBL_ID
DB00582 DRUGBANK_ID
N0000148767 NDFRT
179944 MMSL
009650 NDDF
N0000010191 NDFRT
d04803 MMSL
16711 MMSL
121243 RXNORM
4021347 VANDF
385469007 SNOMEDCT_US
386116008 SNOMEDCT_US
71616 PUBCHEM_CID
JFU09I87TR UNII
7269 INN_ID
D065819 MESH_DESCRIPTOR_UI
CHEBI:10023 CHEBI
VOR PDB_CHEM_ID

Pharmaceutical products:

scroll-->
ProductCategoryIngredientsNDCFormQuantityRoute MarketingLabel
VFEND HUMAN PRESCRIPTION DRUG LABEL 1 0049-3160 POWDER, FOR SUSPENSION 40 mg ORAL NDA 19 sections
VFEND HUMAN PRESCRIPTION DRUG LABEL 1 0049-3170 TABLET, FILM COATED 50 mg ORAL NDA 19 sections
VFEND HUMAN PRESCRIPTION DRUG LABEL 1 0049-3180 TABLET, FILM COATED 200 mg ORAL NDA 19 sections
VFEND HUMAN PRESCRIPTION DRUG LABEL 1 0049-3190 INJECTION, POWDER, LYOPHILIZED, FOR SOLUTION 10 mg INTRAVENOUS NDA 19 sections
VFEND HUMAN PRESCRIPTION DRUG LABEL 1 0049-4190 INJECTION, POWDER, LYOPHILIZED, FOR SOLUTION 10 mg INTRAVENOUS NDA 19 sections
Voriconazole HUMAN PRESCRIPTION DRUG LABEL 1 0093-5289 TABLET, FILM COATED 50 mg ORAL ANDA 18 sections
Voriconazole HUMAN PRESCRIPTION DRUG LABEL 1 0093-5290 TABLET, FILM COATED 200 mg ORAL ANDA 18 sections
Voriconazole HUMAN PRESCRIPTION DRUG LABEL 1 0378-1626 TABLET, FILM COATED 50 mg ORAL ANDA 18 sections
Voriconazole HUMAN PRESCRIPTION DRUG LABEL 1 0378-1640 TABLET, FILM COATED 200 mg ORAL ANDA 18 sections
Voriconazole HUMAN PRESCRIPTION DRUG LABEL 1 0378-6270 POWDER, FOR SUSPENSION 40 mg ORAL ANDA 19 sections
Voriconazole HUMAN PRESCRIPTION DRUG LABEL 1 0781-3416 INJECTION, POWDER, LYOPHILIZED, FOR SOLUTION 10 mg INTRAVENOUS ANDA 19 sections
voriconazole HUMAN PRESCRIPTION DRUG LABEL 1 0781-5667 TABLET, FILM COATED 50 mg ORAL ANDA 19 sections
voriconazole HUMAN PRESCRIPTION DRUG LABEL 1 0781-5668 TABLET, FILM COATED 200 mg ORAL ANDA 19 sections
voriconazole HUMAN PRESCRIPTION DRUG LABEL 1 0904-6471 TABLET, FILM COATED 200 mg ORAL ANDA 19 sections
voriconazole HUMAN PRESCRIPTION DRUG LABEL 1 0904-6596 TABLET 50 mg ORAL ANDA 18 sections
Voriconazole HUMAN PRESCRIPTION DRUG LABEL 1 16714-514 TABLET 50 mg ORAL ANDA 18 sections
Voriconazole HUMAN PRESCRIPTION DRUG LABEL 1 16714-515 TABLET 200 mg ORAL ANDA 18 sections
Voriconazole HUMAN PRESCRIPTION DRUG LABEL 1 27241-062 TABLET 50 mg ORAL ANDA 18 sections
Voriconazole HUMAN PRESCRIPTION DRUG LABEL 1 27241-063 TABLET 200 mg ORAL ANDA 18 sections
Voriconazole HUMAN PRESCRIPTION DRUG LABEL 1 39822-1077 INJECTION, POWDER, LYOPHILIZED, FOR SOLUTION 10 mg INTRAVENOUS NDA 17 sections
voriconazole HUMAN PRESCRIPTION DRUG LABEL 1 40032-038 SUSPENSION 40 mg ORAL ANDA 19 sections
voriconazole HUMAN PRESCRIPTION DRUG LABEL 1 40032-089 TABLET, FILM COATED 200 mg ORAL ANDA 19 sections
Voriconazole HUMAN PRESCRIPTION DRUG LABEL 1 42291-900 TABLET, FILM COATED 200 mg ORAL ANDA 19 sections
VORICONAZOLE HUMAN PRESCRIPTION DRUG LABEL 1 43386-038 POWDER, FOR SUSPENSION 40 mg ORAL ANDA 19 sections
voriconazole HUMAN PRESCRIPTION DRUG LABEL 1 43386-089 TABLET, FILM COATED 200 mg ORAL ANDA 19 sections
Voriconazole HUMAN PRESCRIPTION DRUG LABEL 1 43547-377 TABLET, COATED 50 mg ORAL ANDA 19 sections
Voriconazole HUMAN PRESCRIPTION DRUG LABEL 1 43547-378 TABLET, COATED 200 mg ORAL ANDA 19 sections
VORICONAZOLE HUMAN PRESCRIPTION DRUG LABEL 1 47781-466 INJECTION, POWDER, FOR SOLUTION 10 mg INTRAVENOUS ANDA 19 sections
voriconazole HUMAN PRESCRIPTION DRUG LABEL 1 50268-804 TABLET 200 mg ORAL ANDA 18 sections
Voriconazole HUMAN PRESCRIPTION DRUG LABEL 1 51079-164 TABLET, FILM COATED 50 mg ORAL ANDA 19 sections